Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives

Guo Xiliang, Shuang Shaomin*, Dong Chuan, Feng Feng, Ricky M S WONG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

23 Citations (Scopus)

Abstract

5,10,15,20-Tetrakis(4-N-ethylpyridiniurmyl)porphyrin (TEPyP) formed 1:1 stoichiometry inclusion complexes with β-cyclodextrin (β-CD) and its derivatives including hydroxypropyl-β-cyclodextrin (HP-β-CD), sulfobutylether-β-cyclodextrin (SBE-β-CD) in basic aqueous solution. The supramolecular system was investigated by the methods of fluorescence, UV-vis absorption spectroscopy, nuclear magnetic resonance (NMR) technique. The inclusion ability of cyclodextrins exhibited remarkable difference for β-CD, HP-β-CD and SBE-β-CD. Association constants as high as K = 1.1 × 104M-1 in the case of HP-β-CD/TEPyP and 2.0 × 105M-1 in the case of SBE-β-CD/TEPyP complexes were determined, whereas a lower value (K = 550 M-1) was given in the case of β-CD/TEPyP. The results showed that hydrogen bonding and charge attraction play important roles in the processes of host-guest interaction. The interaction mechanism of inclusion processes could be explained by the analysis of NMR spectroscopy. The supramolecular assembly was formed. β-CD and HP-β-CD approached from the primary face of cavities of CDs.

Original languageEnglish
Pages (from-to)413-418
Number of pages6
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume61
Issue number3
DOIs
Publication statusPublished - 2005

Scopus Subject Areas

  • Analytical Chemistry
  • Atomic and Molecular Physics, and Optics
  • Instrumentation
  • Spectroscopy

User-Defined Keywords

  • Absorption
  • Cyclodextrin
  • Fluorescence
  • Meso-tetrakis (4-N-ethylpyridiniurmyl)porphyrin (TEPyP)
  • Nuclear magnetic resonance (NMR)

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